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  • Catalytic enone cycloallylation via concomitant activation of latent nucleophilic and electrophilic partners: merging organic and transition metal catalysis.

Catalytic enone cycloallylation via concomitant activation of latent nucleophilic and electrophilic partners: merging organic and transition metal catalysis.

Journal of the American Chemical Society (2003-06-26)
Bradley G Jellerichs, Jong-Rock Kong, Michael J Krische
ABSTRACT

Upon exposure of mono-enone mono-allylic carbonates to tributylphosphine and 1 mol % Pd(Ph3P)4, efficient conversion to the corresponding cycloallylated products is achieved. This transformation combines the nucleophilic features of the Morita-Baylis-Hillman reaction with the electrophilic features of the Trost-Tsuji reaction.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Tri-n-butylphosphine, 97%
Sigma-Aldrich
Tri-n-butylphosphine, 99%
Sigma-Aldrich
Tributylphosphine, ≥93.5% (Tri-N-butylphosphine, GC)
Sigma-Aldrich
Tributylphosphine, mixture of isomers, 97%